PlantaeDB Logo
Login Sign-up

(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 8a451c01-28d4-4fc6-b67a-ee019dfde8b8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC12CCC3C(C1CC=C4C2(CCC5(C4CC(=C)CC5)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C)(CC(C(C3(C)C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@@H]([C@@H]([C@@]3(C)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C
InChI InChI=1S/C41H62O16/c1-18-8-11-41(36(53)57-34-31(50)29(48)27(46)23(17-43)55-34)13-12-38(3)19(20(41)14-18)6-7-24-37(2)15-21(44)32(40(5,35(51)52)25(37)9-10-39(24,38)4)56-33-30(49)28(47)26(45)22(16-42)54-33/h6,20-34,42-50H,1,7-17H2,2-5H3,(H,51,52)/t20-,21-,22+,23+,24+,25+,26+,27+,28-,29-,30+,31+,32-,33-,34-,37+,38+,39+,40-,41-/m0/s1
InChI Key HCCLXTWVPJPHHU-QCXNNXLKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H62O16
Molecular Weight 810.90 g/mol
Exact Mass 810.40378589 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -0.12
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6730 67.30%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8211 82.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8065 80.65%
OATP1B3 inhibitior - 0.2951 29.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5548 55.48%
BSEP inhibitior + 0.5848 58.48%
P-glycoprotein inhibitior + 0.7315 73.15%
P-glycoprotein substrate - 0.6203 62.03%
CYP3A4 substrate + 0.6994 69.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.7559 75.59%
CYP2C9 inhibition - 0.9057 90.57%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8940 89.40%
CYP2C8 inhibition + 0.6741 67.41%
CYP inhibitory promiscuity - 0.9776 97.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6285 62.85%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.5116 51.16%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7338 73.38%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9119 91.19%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5818 58.18%
Acute Oral Toxicity (c) III 0.7306 73.06%
Estrogen receptor binding + 0.7915 79.15%
Androgen receptor binding + 0.7448 74.48%
Thyroid receptor binding - 0.5456 54.56%
Glucocorticoid receptor binding + 0.6451 64.51%
Aromatase binding + 0.6096 60.96%
PPAR gamma + 0.7326 73.26%
Honey bee toxicity - 0.7572 75.72%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9712 97.12%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.91% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.03% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.69% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.64% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.44% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.29% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.28% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.51% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.28% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.70% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 83.17% 98.10%
CHEMBL5255 O00206 Toll-like receptor 4 83.13% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.81% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.23% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.83% 96.21%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.57% 95.00%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Amaranthus caudatus

Cross-Links

Top
PubChem 101945200
LOTUS LTS0228780
wikiData Q105025603